Asymmetric synthesis of bicyclopropane derivatives

Tetrahedron

Volumn 52, Issue 48, 1996, Pages 15325-15338

  Barrett, Anthony G M ^a   Doubleday, Wendel W ^b   Tustin, Gary J ^a  

^a IMPERIAL COLLEGE LONDON   (United Kingdom)

^b Department of Environmental and Radiological Health Sciences   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPROPANE DERIVATIVE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYMERIZATION; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030602247     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(96)00934-9     Document Type: Article

References (32)

1. 1 Yoshida, M.; Ezaki, M.; Hashimoto, M.; Yamashita, M.; Shigematsu, N.; Okuhara, M.; Kohsaka, M.; Horikoshi, K. J. Antibiotics 1990, 43, 748.
2. 2 Barrett, A. G. M.; Kasdorf, K.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1994, 1781. Barrett, A. G. M.; Kasdorf, K.; White, A. J. P.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1995, 649.
3. 2 Barrett, A. G. M.; Kasdorf, K.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1994, 1781. Barrett, A. G. M.; Kasdorf, K.; White, A. J. P.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1995, 649.
4. 3 Barrett, A. G. M.; Kasdorf, K.; Tustin, G. J.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1995, 1143. Barrett, A. G. M.; Doubleday, W.W.; Kasdorf, K.; Tustin, G.J. J. Org. Chem. 1996, 61, 1082.
5. 3 Barrett, A. G. M.; Kasdorf, K.; Tustin, G. J.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1995, 1143. Barrett, A. G. M.; Doubleday, W.W.; Kasdorf, K.; Tustin, G.J. J. Org. Chem. 1996, 61, 1082.
6. 4 Barrett, A. G. M.; Kasdorf, K. J. Chem. Soc., Chem. Commun. 1996, 325.
7. 5 Falck, J. R.; Mekonnen, B.; Yu, J.; Lai, J.-Y. J. Am. Chem. Soc. 1996, 118, 6096.
8. 6 Yoshida, M.; Horikoshi, K. United States Patent 4,803,074; Fujisawa Pharmaceutical Co., Ltd.: Japan, Feb. 7, 1989.
9. 7 Kuo, M. S.; Zielinski, R. J.; Cialdella, J. I.; Marschke, C. K.; Dupuis, M. J.; Li, G. P.; Kloosterman, D. A.; Spilman, C. H.; Marshall, V. P. J. Am. Chem. Soc. 1995, 117, 10629.
10. 8 Barrett, A. G. M.; Hamprecht, D.; White, A. J. P.; Williams, D. J. J. Am. Chem. Soc. 1996, 118, in press.
11. 9 Buchert, M.; Reissig, H.U. Chem. Ber. 1992, 125, 2723.
12. 10 Nijveldt, D.; Vos, A. Acta Crystallogr., Sect. B: Struct. Sci. 1988, B44, 281, 289, 296.
13. 11 Barrett, A. G. M.; Doubleday, W.W.; Tustin, G. J.; White, A. J. P.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1994, 1783.
14. 12 Barrett, A. G. M.; Tustin, G. J. J. Chem. Soc., Chem. Commun. 1995, 355.
15. 13 Barrett, A. G. M.; Doubleday, W. W.; Kasdorf, K.; Tustin, G. J.; White, A. J. P.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1995, 407.
16. 14 Theberge, C. R.; Zercher, C. K. Tetrahedron Lett. 1994, 35, 9181.
17. 15 Theberge, C. R.; Zercher, C. K. Tetrahedron Lett. 1995, 36, 5495.
18. 16 Armstrong, R. W.; Maurer, K., W. Tetrahedron Lett. 1995, 36, 357.
19. 17 I.Arai, I.; Mori, A.; Yamamoto, H. J. Am. Chem. Soc., 1985, 107, 8524. Mori, A.; Arai, I.; Yamamoto, H. Tetrahedron, 1986, 42, 6447.
20. 17 I.Arai, I.; Mori, A.; Yamamoto, H. J. Am. Chem. Soc., 1985, 107, 8524. Mori, A.; Arai, I.; Yamamoto, H. Tetrahedron, 1986, 42, 6447.
21. 18 Ukaji, Y.; Nishimura M.; Fujisawa, T. Chemistry Lett., 1992, 61.
22. nd Edn., Wiley and Sons, New York, p 405.
23. 20 Charette, A. B.; Juteau, H. J. Am. Chem. Soc. 1994, 116, 2651.
24. 21 Charette, A. B.; Prescott, S.; Brochu, C. J. Org. Chem. 1995, 60, 1081.
25. 22 Manganey, P.; Grojean, F.; Alexakis, A.; Normant, J.F. Tetrahedron Lett., 1988, 29, 2675.
26. 23 Manganey, P.; Grojean, F.; Alexakis, A.; Normant, J.F. Tetrahedron Lett., 1988, 29, 2677.
27. 24 Helquist, P. Comprehensive Organic Synthesis, 1984, volume 4, Ed. Trost, B.M.; Fleming, I.; Semmelhack, M.F. Pergamon Press, New York, p 968.
28. 25 Tanaka, K.; Yamagishi, N.; Tanikaga, R.; Kasi, A. Chem. Lett., 1976, 917.
29. 26 Wadsworth, W.S. Jnr.; Emmons, W.D. J. Am. Chem. Soc., 1961, 83, 1733.
30. 27 Solladie, G.; Demailly, G.; Greek, C. Tetrahedron Lett., 1985, 26, 435.
31. 28 Guha, P.C.; Sankaran, D.K. Organic Synthesis, Ed. Horning, E.C. J. Wiley, New York, 1955, collective volume 3, 623.
32. 29 Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923.